Synthesis of new derivatives of 2,3-dicyano-imidazo [1,2-a] pyrimidine from 4-hydroxy-6-methylpyran-2-ones

被引：4
作者：
El Otmani, Bouchaib [1 ]
El Mahi, Mohammed [1 ]
Bouhfid, Rachid [1 ]
Essassi, El Mokhtar [1 ]
Rohand, Taoufik [2 ]
Dehaen, Wim [2 ]
El Ammari, Lahcen [3 ]
机构：
[1] Fac Sci Rabat, Lab Chim Organ Heterocycle, Rabat, Morocco
[2] Katholieke Univ Leuven, Dept Chem, B-3001 Heverlee, Belgium
[3] Fac Sci Rabat, Lab Chim Solid, Rabat, Morocco
来源：
ARKIVOC | 2008年
关键词：
2-amino-4,5-dicyanoimidazole; 4-hydroxy-6-methylpyran-2-one; 3-acetyl-4-hydroxy-6-methylpyran-2-one; imidazo[1,2-a]pyrimidines; o-phenylenediamines; benzimidazoles;
D O I：
10.3998/ark.5550190.0009.208
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reactions of 2-amino-4,5-dicyanoimidazole 1 with lactone 2 in refluxing alcohol has been carried out for the first time and afforded imidazo[1,2-a] pyrimidines 4 and 5a-d. Condensation of compound 1 with 3-acetyl-4-hydroxy-6-methylpyran-2-one in refluxing n-butanol afforded bis(imidazopyrimidine) derivative 6. Reaction of hydrazine hydrate with ester 5 yielded the corresponding hydrazides 8. Condensation of o-phenylenediamines 9 with compound 5 in refluxing xylene or with hydrazides by melting reagents afforded 2,3-dicyano-5-[benzimidazol-2-yl]methyl-7-methylimidazo[1,2-a] pyrimidines 10a-d.
引用
收藏
页码：59 / 70
页数：12
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